Hydroxyamine hydrochloride → HCID 58043300, compound

HRID 1617881Notes

Reaction equation

HRID 1617881 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:21]=[C:22]([CH:29]=[CH:30][CH:31]=2)[C:23]([NH:25][CH2:26][CH2:27][OH:28])=[O:24])[CH2:9][C:10]([C:12]2[CH:17]=[CH:16][C:15](=[O:18])[N:14]([CH3:19])[CH:13]=2)=O)=[C:4]([F:32])[CH:3]=1.Cl.[NH2:34][OH:35].C(=O)([O-])O.[Na+]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:20]2[CH:21]=[C:22]([CH:29]=[CH:30][CH:31]=2)[C:23]([NH:25][CH2:26][CH2:27][OH:28])=[O:24])[CH2:9]/[C:10](=[N:34]\[OH:35])/[C:12]2[CH:17]=[CH:16][C:15](=[O:18])[N:14]([CH3:19])[CH:13]=2)=[C:4]([F:32])[CH:3]=1

Participants

4

Procedure

In analogy to example 151, step 3, 3-(1-(4-chloro-2-fluorophenyl)-3-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-3-oxopropyl)-N-(2-hydroxyethyl)benzamide was reacted with hydroxylamine hydrochloride in the presence of sodium hydrogencarbonate to give the title compound as a colourless solid containing 8% of the corresponding Z isomer, MS (ESI+): m/z=472.1 [M+H]+.

Sources & evidence

ORD record
ord-f326d56b625d47fe8ef053f33fd82812
Source dataset
uspto-grants-2014_07
Patent number
US08765730B2

Reaction notes

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